The 'head' being the head of his dick, and 'milk' being the cum out of his 'cow' (his dick.) He wants the girl to give him a handjob and make him cum.
My outfit's ridiculous, in the club lookin' so conspicuous.
And Rowl! These women all on the prowl, ***If ya hold da head steady, imma milk da cow!****
Forget about the game, I'm a spit the truth, I won't stop till I get 'em in they birthday suits.
So gimmie the rhythm and it'll be off with their clothes, then bend over to the front and touch your toes.
I left the Jag and I took the Rolls, if they aint cutting then I put em on foot patrol.
How you like me now, when my pinky's valued over three hundred thousand,
Lets drank you the one to please, Ludacris fill cups like double D's.
Me and Ursh once more and we leave 'em dead, we want a lady in the street but a freak in the bed to say ..